136171-87-4

136171-87-4 structure

Name: Lobetyol
Chemical Name: tetradeca-4,12-dien-8,10-diyne-1,6,7-triol
CAS Number: 136171-87-4
Molecular Formula: C₁₄H₁₈O₃
Molecular Weight: 234.29100
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2016-07-03 06:26:20
Modify Date: 2024-01-02 18:17:24
Lobetyol is a natural compound that can be isolated from Lobelia chinensis. Lobetyol induces apoptosis and cell cycle arrest in MKN45 cells. Lobetyol shows anti-virus, anti-inflammation and anti-tumor activity[1][2].

Name	tetradeca-4,12-dien-8,10-diyne-1,6,7-triol
Synonyms	4,12-Tetradecadiene-8,10-diyne-1,6,7-triol Lobetyol

Description	Lobetyol is a natural compound that can be isolated from Lobelia chinensis. Lobetyol induces apoptosis and cell cycle arrest in MKN45 cells. Lobetyol shows anti-virus, anti-inflammation and anti-tumor activity[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Bcl-2 Family Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Apoptosis >> MDM-2/p53 Research Areas >> Inflammation/Immunology
Target	Bax Bcl-2
In Vitro	Lobetyol (0-100 μg/mL, 0-48 h) 在 MKN45 细胞中导致剂量和时间依赖性增殖抑制[1]。 Lobetyol (0-100 μg/mL, 48 h) 以时间和剂量依赖的方式诱导 MKN45 细胞细胞凋亡和细胞周期停滞[1]。 Lobetyol (0-100 μg/mL, 48 h) 增加 Bax、P53 的表达水平，降低 Bcl-2 的表达水平[1]。 Cell Proliferation Assay[1] Cell Line: MKN45 cells Concentration: 0 μg/mL, 50 μg/mL, 75 μg/mL, 100 μg/mL Incubation Time: 12 h, 24 h, 48 h Result: Showed a dose-and time-dependent proliferation inhibition in MKN45 cells, with an IC50 of 71.47 ± 4.29 μg/mL at 48 h. Exhibited more safety on L02 and HEK293 human normal cell lines. Apoptosis Analysis[1] Cell Line: MKN45 cells Concentration: 0 μg/mL, 50 μg/mL, 75 μg/mL, 100 μg/mL Incubation Time: 48 h Result: Increased the apoptotic population in MKN45 cells in a dose-dependent manner. Flow cytometic assay of Annexin-V/PI revealed apoptotic populations under increasing dose of lobetyol ranging from 0 μg/mL, 50 μg/mL, 75 μg/mL, to 100 μg/mL are 5.5%, 13.74%, 27.32% to 31.57%, respectively. Western Blot Analysis[1] Cell Line: MKN45 cells Concentration: 0 μg/mL, 50 μg/mL, 75 μg/mL, 100 μg/mL Incubation Time: 12 h, 24 h, 48 h Result: Increased the expression level of Bax, P53, and decreased the expression level of Bcl-2. The release of cytochrome c was detected, followed by caspase-9 and -3 activations.
In Vivo	Lobetyol (0-10 mg/kg，每3天一次)抑制 MKN45 裸鼠模型中的肿瘤生长[1]。 Animal Model: BALB/C nude mice (6 weeks-old, injected intraperitoneally with MKN45 cells)[1] Dosage: 0, 2, 5, 10 mg/kg Administration: Once per 3 days Result: Suppressed tumor growth in MKN45 nude models. The protein levels of Ki67 in MKN45 cells were significantly decreased. Meanwhile, cleaved-caspase-3 positive MKN45 cells were found increased with the tendency of lobetyol concentrations in the study in vivo.
References	[1]. Shen J, et al. Lobetyol activate MAPK pathways associated with G1/S cell cycle arrest and apoptosis in MKN45 cells in vitro and in vivo. Biomed Pharmacother. 2016 Jul;81:120-127. [2]. Xie Q, et al. The in vitro/in vivo metabolic pathways analysis of lobetyol, lobetyolin, and lobetyolinin, three polyacetylenes from Codonopsis Radix, by UHPLC-Q/TOF-MS and UHPLC-MS/MS. J Pharm Biomed Anal. 2023 Jan 20;223:115140.

Density	1.133±0.06 g/cm3(Predicted)
Boiling Point	468.3±45.0 °C(Predicted)
Molecular Formula	C₁₄H₁₈O₃
Molecular Weight	234.29100
Exact Mass	234.12600
PSA	60.69000
LogP	0.61980

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